Acetic Anhydride → 2-Acetyl-1,2,4-triazine-3,5(2H,4H)-dione

HRID 232557Notes

Reaction equation

HRID 232557 reaction equation
[O:1]=[C:2]1[NH:7][C:6](=[O:8])[CH:5]=[N:4][NH:3]1.[C:9](OC(=O)C)(=[O:11])[CH3:10]>>[C:9]([N:3]1[C:2](=[O:1])[NH:7][C:6](=[O:8])[CH:5]=[N:4]1)(=[O:11])[CH3:10]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 680371,2,4-Triazine-3,5(2H,4H)-dione

Product 1

HCID 212565952-Acetyl-1,2,4-triazine-3,5(2H,4H)-dione

Conditions

Temperature
0 °C

Procedure

3,5-dioxo-(2H,4H)-1,2,4-triazine (48.88 g) is heated under reflux of acetic anhydride (300 ml) for 90 minutes. After cooling and concentration to dryness under vacuum, the residue is taken up in toluene (300 ml) and cooled at 0° C. for 2 hours. The white precipitate which forms is filtered off, centrifuged, and dried under vacuum at 70° C. so as to give the compound 11a (57.6 g).

Workup

  1. temperatureAfter cooling
  2. concentrationconcentration to dryness under vacuum
  3. filtrationThe white precipitate which forms is filtered off
  4. customcentrifuged, and dried under vacuum at 70° C. so as

Sources & evidence

ORD record
ord-f7c15039966a406e986f2d3e26834dd6
Source dataset
uspto-grants-1997_01
Patent number
US05591743

Reaction notes

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